The Journal of Organic Chemistry

Interhalogen-catalyzed cleavages of ethers and esters with trimethylsilyl bromide or chloride

EC Friedrich, G DeLucca

Index: Friedrich, Edwin C.; DeLucca, George Journal of Organic Chemistry, 1983 , vol. 48, # 10 p. 1678 - 1682

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Citation Number: 19

Abstract

The cleavages of various dialkyl ethers, trimethylsilyl alkyl ethers, and alkyl esters by trimethylsilyl bromide are strongly catalyzed by iodine monobromide. This catalyzed cleavage procedure using iodine monobromide makes possible synthetic applications for trimethylsilyl bromide which were previously ruled out by problems with ita low reactivity. Cleavages of benzylic and tertiary alkyl ethers and esters by trimethylsilyl chloride are ...